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Home > Encyclopedia > 3-Chloro-L-tyrosine

3-Chloro-L-tyrosine

3-Chloro-L-tyrosine structure

3-Chloro-L-tyrosine 

structure
  • CAS No:

    7423-93-0

  • Formula:

    C9H10ClNO3

  • Chemical Name:

    3-Chloro-L-tyrosine

  • Synonyms:

    L-Tyrosine,3-chloro-;Tyrosine,3-chloro-,L-;3-Chloro-L-tyrosine;Monochlorotyrosine;2: PN: WO2005055810 PAGE: 59 claimed protein;(2S)-2-Amino-3-(3-chloro-4-hydroxyphenyl)propanoic acid

  • Categories:

    Biochemical Engineering  >  Amino Acids and Derivatives

Description

3-Chloro-L-tyrosine is a specific marker of myeloperoxidase-catalyzed oxidation, and is markedly elevated in low density lipoprotein isolated from human atherosclerotic intima.


3-chloro-L-tyrosine is a chloroamino acid comprising a tyrosine core with a chloro- substituent ortho to the phenolic hydroxy group. It has a role as a biomarker and a human metabolite. It is a chloroamino acid, a member of monochlorobenzenes, a L-tyrosine derivative and a non-proteinogenic L-alpha-amino acid.|3-Chlorotyrosine is a specific biomarker of hypochlorous acid (HClO), the oxidation product of myeloperoxidase (MPO). Under oxidative stress, 3-chlorotyrosine is produced in proteins with tyrosine residues by the strong oxidant HClO. HClO which is formed at sites of inflammation is also the anti-bacterial molecule produced by neutrophils through MPO-catalyzed oxidation. MPO is a heme-containing enzyme secreted by activated neutrophils and monocytes; it is the only enzyme that produces HClO. Therefore, 3-chlorotyrosine can potentially be used to help determine the extent of neutrophilic inflammation.

3-Chloro-L-tyrosine Basic Attributes

215.63

215.63

2941263

231-050-3

SY44C9MINA

C103150

2922509090

Characteristics

83.6

0.93

White powder

1.5±0.1 g/cm3

249 °C(lit.)

388.6±42.0 °C at 760 mmHg

188.8±27.9 °C

1.625

Store at RT.

-2 º (c=1 in 1 M HCl)

Safety Information

NONH for all modes of transport

3

22-24/25

Drug Information

Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. (See all compounds classified as Enzyme Inhibitors.)

3-chloro-L-tyrosine

Computed Properties

Molecular Weight:215.63
XLogP3:-1.8
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:3
Exact Mass:215.0349209
Monoisotopic Mass:215.0349209
Topological Polar Surface Area:83.6
Heavy Atom Count:14
Complexity:212
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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